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How to Read a School's Strategic Plan Before You Apply
Learn how to evaluate a boarding school's strategic plan and uncover insights about leadership, finances, priorities, and long-term stability.

Most families spend countless hours reviewing boarding school websites, attending admissions events, and comparing academic programs. Yet one of the most revealing documents a school publishes is often overlooked entirely: its strategic plan.

A strategic plan offers a glimpse into how school leaders view the future. It outlines priorities, identifies challenges, and establishes goals that will guide decision-making over the coming years. While admissions materials naturally emphasize strengths and achievements, strategic plans often provide a more candid look at what a school hopes to improve and where it intends to invest resources.

For families evaluating boarding schools, learning how to read a strategic plan can provide valuable insights that extend well beyond rankings, acceptance rates, or college placement statistics.

What Is a Strategic Plan?

A strategic plan is a multi-year roadmap developed by school leadership and trustees to guide institutional growth and decision-making.

Most plans cover a period of three to seven years and address major areas such as academics, residential life, enrollment, finances, campus facilities, diversity initiatives, student wellness, and technology.

Schools create strategic plans to establish priorities, allocate resources, and ensure that decisions align with their long-term mission. Many boarding schools publish these documents publicly, making them an excellent resource for prospective families.

While strategic plans vary in format and detail, they generally answer one fundamental question: Where is the school trying to go, and how does it plan to get there?

Why Families Should Read Strategic Plans

A school's website tells you what it is

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The Dorm Parent Interview: 15 Questions Families Should Ask

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The Dorm Parent Interview: 15 Questions Families Should Ask
Discover 15 important questions to ask dorm parents before choosing a boarding school and learn how residential life shapes the student experience.

When families tour boarding schools, they often focus on academics, college placement, athletic facilities, and campus aesthetics. Those factors certainly matter. However, one of the most influential people in a boarding student's daily life is often someone parents spend only a few minutes with during the admissions process: the dorm parent.

Dorm parents occupy a unique role within the boarding school experience. They serve as mentors, supervisors, advisors, problem-solvers, and trusted adults who help students navigate the challenges of living away from home. While teachers may see students for an hour each day, dorm parents often witness how students manage friendships, stress, independence, and personal growth outside the classroom.

The quality of a boarding school's residential life program can significantly shape a student's experience. Yet many families leave campus visits without asking the questions that reveal what dorm life is actually like.

If you're evaluating boarding schools, consider using these questions to gain a deeper understanding of the residential environment your child may soon call home.

Why Dorm Parents Matter More Than Many Families Realize

One of the defining characteristics of boarding school is that education extends beyond the classroom. As we discuss in our article on why boarding school remains a unique educational experience, students learn independence, responsibility, time management, and interpersonal skills through daily life in a residential community.

Dorm parents play a central role in that process.

At most schools, dorm parents live in or adjacent to student residences and interact with students

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What Happens if a Boarding School Closes or Merges? Parent Guide

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What Happens if a Boarding School Closes or Merges? Parent Guide
Learn how to prepare if a boarding school closes or merges, including transfer planning, financial considerations, and protecting your child's education.

Few families begin the admissions process expecting to consider what would happen if their child's boarding school closed its doors. Yet school closures and mergers have become a reality across the independent school sector as institutions navigate changing demographics, enrollment fluctuations, and financial pressures.

While such situations remain relatively uncommon, they can be disruptive when they occur. Parents suddenly find themselves asking questions about transcripts, tuition payments, housing arrangements, college counseling, and transfer options. Even a merger, which may allow a school community to continue under a new structure, can create uncertainty for students and families.

Fortunately, most closures and mergers do not happen overnight. Schools generally work with families, faculty, accrediting organizations, and receiving institutions to create transition plans that help students continue their education with minimal disruption. Understanding the process ahead of time can help parents respond calmly and make informed decisions if the unexpected occurs.

Why Boarding Schools Close or Merge

Boarding schools operate in a complex environment that requires balancing enrollment, staffing, facilities, programming, and finances. Even schools with long histories and strong reputations can face challenges that make independent operation difficult.

According to the National Association of Independent Schools' 2025–2026 State of the Independent School Sector Report, enrollment management and long-term financial sustainability remain among the most significant concerns facing independent school leaders.

In many cases, closures result from several factors occurring simultaneously rather than a single event. Declining enrollment may reduce tuition revenue, while rising operational expenses increase financial

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What Happens During School Breaks for Boarding Students Who Stay on Campus

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What Happens During School Breaks for Boarding Students Who Stay on Campus
Learn what happens during school breaks for boarding students who remain on campus, including housing, meals, activities, supervision, and support services.

When people think about boarding school, they often assume that every student heads home when classes pause for holidays or vacation periods. In reality, many boarding students remain on campus during school breaks.

International students, students whose families live far away, athletes, and students with travel limitations may stay at school during certain breaks throughout the year. To support these students, boarding schools typically maintain housing, dining services, supervision, and activities even when regular classes are not in session.

Understanding what happens during school breaks can help families feel more confident about residential life. According to the National Association of Independent Schools (NAIS), strong residential programs provide support and community experiences that extend beyond the traditional academic day.

Which School Breaks Allow Students to Stay on Campus?

Not every break follows the same policies.

Most boarding schools establish specific guidelines regarding when students may remain on campus and when they are expected to leave.

Common Break Policies

Break periods often include:

  • Long weekends
  • Fall breaks
  • Thanksgiving recess
  • Winter holidays
  • Spring break
  • Exam periods

Schools typically communicate these policies well in advance so families can make appropriate travel arrangements.

International Students Often Stay

Many international students remain on campus during at least some school breaks due to travel costs, visa considerations, or geographic distance.

Residential programs are often designed with these students in mind. Schools may offer additional programming and support services to ensure students staying on campus continue to feel connected and engaged.

Families interested in learning more about residential

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A Day in the Life of a Dorm Parent: Inside Residential Faculty Life

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A Day in the Life of a Dorm Parent: Inside Residential Faculty Life
A day in the life of a dorm parent: how residential faculty support, mentor, supervise, and guide students while building community and shaping the boarding school experience.

When families think about boarding schools, they often focus on academics, athletics, and college preparation. Yet one of the most important influences on student success may be the adults who live alongside students every day: dorm parents.

Known at some schools as houseparents, residential faculty, or dorm faculty, these educators wear many hats. They supervise dormitories, mentor students, support emotional well-being, help resolve conflicts, and often teach classes or coach athletic teams.

For students, dorm parents are frequently the first adults they turn to when facing challenges away from home. For parents, they provide reassurance that caring adults are available around the clock. According to the National Association of Independent Schools (NAIS), strong student-adult relationships are among the most important factors contributing to student engagement and development in residential communities.

What does a typical day actually look like for a dorm parent? The answer reveals just how much happens behind the scenes in boarding school life.

More Than a Residential Supervisor

Many families assume dorm parents simply oversee residence halls during evenings and weekends. In reality, residential faculty often play a much larger role within the school community.

A dorm parent may simultaneously serve as:

  • A classroom teacher
  • An athletic coach
  • A student advisor
  • A club sponsor
  • A residential supervisor
  • A mentor and counselor

This multi-faceted role allows dorm parents to build meaningful relationships with students across multiple settings throughout the day.

As explained in Boarding School Residential Life Models Explained, residential programs are intentionally designed to integrate

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Recent Articles

How to Read a School's Strategic Plan Before You Apply
How to Read a School's Strategic Plan Before You Apply
Learn how to evaluate a boarding school's strategic plan and uncover insights about leadership, finances, priorities, and long-term stability.
The Dorm Parent Interview: 15 Questions Families Should Ask
The Dorm Parent Interview: 15 Questions Families Should Ask
Discover 15 important questions to ask dorm parents before choosing a boarding school and learn how residential life shapes the student experience.
What Happens if a Boarding School Closes or Merges? Parent Guide
What Happens if a Boarding School Closes or Merges? Parent Guide
Learn how to prepare if a boarding school closes or merges, including transfer planning, financial considerations, and protecting your child's education.